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Chapter 13: Q56P (page 612)

Rank the following compounds from highest wavenumber to lowest wavenumber for their C卢O absorption band:

Short Answer

Expert verified

The order followed as:

Step by step solution

01

Wavenumber of carbonyl

Wavenumber of carbonyl is defined as the stretching frequency of the bond and showing absorption in presence of the different functional groups in the IR region of absorption of the single body of carbonyl C-O is 1124-1087cm-1

02

Wavenumber order of given carbonyl

The order followed as:

The first carbonyl shows maximum wavenumber because the presence of the lone pairs on the oxygen show delocalization into two forms.

03

Wavenumber order of given carbonyl

The third compound shows minimum wavenumber because carbonyl has more single bond character due to the contribution from the other two resonance contributors as shown below:

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Most popular questions from this chapter

The IR spectrum of a compound with molecular formula C5H8O is shown below. Identify the compound.

Why is the C-O absorption band of 1-hexanol at a smaller wavenumber (1060 cm-1) than the C=O absorption band of pentanoic acid (1220 cm-1)?

A 4.0脳10-5solution of a compound in hexane shows an absorbance of 0.40 at 252 nm in a cell with a 1 cm light path. What is the molar absorptivity of the compound in hexane at 252 nm?

Question:Rank the following compounds from highest wavenumber to lowest wavenumber for their C=O absorption bands:

a.

b.

The IR spectrum of compound A with a molecular formula of C5H12O is shown below. Compound Ais oxidized to give compound B, a ketone with a

Molecular formula of C5H10O. When compound Ais heated with H2SO4, compounds Cand Dare obtained. Considerably more Dis obtained than C.

reaction of compound Cwith O3, followed by treatment with dimethyl sulfide, gives two products: formaldehyde and compound E, with a molecular

formulaof C4H8O. Reaction of compound Dwith O3, followed by treatment with dimethyl sulfide, gives two products: compound F, with a molecular

formulaof C3H6O, and compound G, with a molecular formula of C2H4O. What are the structures of compounds A through G?
See all solutions

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